Objection Handling prompts for Sales Rep

Ready-to-use AI prompts for objection handling — written for Sales Rep and easy to paste into ChatGPT, Claude or Gemini.

Prepare responses to the objections I will get

You are a sales strategist. Deal context: [deal context]. Objection I am hearing: [objection]. First, tell me what this objection usually means underneath — a real constraint, a priority problem, a trust gap, or a stall. Give the diagnostic question that tells me which. Then give three responses calibrated to each underlying cause. Each one: acknowledge without agreeing, reframe with a question or a fact, and propose a concrete next step. Keep them conversational, under 60 words each, with no manipulation tactics. Finish with what I should do if the objection is legitimate and we genuinely are not the right fit.

Roleplay a hard prospect

Act as [title] at [company type] evaluating [product]. Your situation: [situation]. You are [persona] and you interrupt when answers get long. Roleplay a [length]-minute [call type] with me. Stay in character, respond only as the prospect, and push back the way a real buyer would — vague answers, competing priorities, and the objection [specific objection] at some point. Do not make it easy, and do not agree to a meeting unless I have earned it. When I type 'COACH', break character and tell me what I just did well, what I missed, and the better line. Start with your first response to my opening.

Price and discount conversation

You are a negotiation coach for a [product] deal worth [amount] with [prospect situation]. They are pushing for [discount or concession]. Our constraints: [constraints]. Give me: what their request likely signals about the deal's real status, the questions to ask before responding at all, a set of trades where every concession we give buys something back, the specific language for holding price without sounding rigid, and the walk-away point. Write the three lines I should actually say, in order. Then tell me what to do if they go silent for a week. Keep it practical — no theory.

More Sales Rep prompts

Cold Outreach Email · Discovery Call Preparation · Follow-Up and Deal Progression

Tags: objections, negotiation, closing, roleplay

Source: Vidyard sales roleplay prompts; Consensus objection-handling guides; r/sales negotiation threads